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US12466958B2ActiveUtilityPatentIndex 47

Coloring composition, ink jet recording method, image recorded material, and coloring agent compound

Assignee: FUJIFILM CORPPriority: Sep 1, 2020Filed: Feb 7, 2023Granted: Nov 11, 2025
Est. expirySep 1, 2040(~14.2 yrs left)· nominal 20-yr term from priority
Inventors:HARA AKIHIROSASAKI DAISUKENUMAZAWA HIROMICHI
C09D 11/328C09D 5/32B41J 2/21C09B 57/00C09B 23/107C09B 23/083C09B 23/0066
47
PatentIndex Score
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Cited by
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References
20
Claims

Abstract

Provided is a coloring composition containing a coloring agent compound represented by Formula 1 and a medium. Description of T 1 , T 2 , R 1 , R 2 , X 1 , and n Formula 1 are omitted.

Claims

exact text as granted — not AI-modified
What is claimed is: 
     
         1 . A coloring composition comprising:
 a coloring agent compound represented by Formula 1; and   a medium, wherein   
       
         
           
           
               
               
           
         
         in Formula 1, L 1  represents a methine chain consisting of an odd number of methine groups, R 1  and R 2  each independently represent an unsubstituted aliphatic group or an unsubstituted aromatic group, T 1  and T 2  each independently represent a non-metal atomic group forming a 5-membered or 6-membered nitrogen-containing heterocyclic ring which may be fused, Cy is an anionic moiety, and X 1  represents an organic cation represented by Formula 2-1, Formula 2-2, or Formula 2-3, or an organic cation having a structure represented by Formula 2-4, and n represents a number required to neutralize charge, which is not 0, 
       
       
         
           
           
               
               
           
         
         
           in Formula 2-1, A 11  and A 12  each independently represent a nitrogen atom or a phosphorus atom, B 11 's each independently represent an unsubstituted divalent linking group, R 1a , R 1b , R 1c , R 1d , E 11 , and E 12  each independently represent an unsubstituted aliphatic group or an unsubstituted aromatic group, where R 1a , R 1b , R 1c , and R 1d  may be bonded to each other to form a ring, and m1 is an integer of 1 or more, 
           in Formula 2-2, A 21 , A 22 , and A 23  each independently represent a nitrogen atom or a phosphorus atom, B 21  and B 22  each independently represent a divalent linking group, R 2a  and R 2b  each independently represent an aliphatic group or an aromatic group, m2 is an integer of 0 or more, G 21  represents a non-metal atomic group forming an aromatic ring including A 21  in the ring, and G 22  represents a non-metal atomic group forming an aromatic ring including A 23  in the ring, 
           in Formula 2-3, A 31  and A 32  each independently represent a nitrogen atom or a phosphorus atom, B 31  represents a divalent linking group, R 3a  and R 3b  each independently represent an aliphatic group or an aromatic group, G 31  represents a non-metal atomic group forming an aromatic ring including A 31  in a ring, and G 32  represents a non-metal atomic group forming an aromatic ring including A 32  in the ring, and 
           in Formula 2-4, A 41 's each independently represent a nitrogen atom or a phosphorus atom, B 41 's each independently represent a single bond or a divalent linking group, R 4a , R 4b , and R 4c  each independently represent an aliphatic group or an aromatic group, E 41  and E 42  each independently represent a single bond or an aliphatic group, where one of R 4a , R 4b , and R 4c  may be bonded to E 41  or E 42  to form a ring, and m4 is an integer of 2 or more. 
         
       
     
     
         2 . The coloring composition according to  claim 1 ,
 wherein in Formula 2-1, Formula 2-2, and Formula 2-3, B 11 , B 21 , B 22 , and B 31  are each independently the divalent linking group having 2 to 8 carbon atoms.   
     
     
         3 . The coloring composition according to  claim 1 ,
 wherein in Formula 2-1, Formula 2-2, Formula 2-3, and Formula 2-4, A 11 , A 12 , A 21 , A 22 , A 23 , A 31 , A 32 , and A 41  are nitrogen atoms.   
     
     
         4 . The coloring composition according to  claim 1 ,
 wherein X 1  in Formula 1 represents the organic cation represented by Formula 2-1 or the organic cation having the structure represented by Formula 2-4.   
     
     
         5 . The coloring composition according to  claim 1 ,
 wherein Cy in Formula 1 is represented by Formula 4,   
       
         
           
           
               
               
           
         
         wherein in Formula 4, Y 1  and Y 2  each independently represent CR 3 R 4 —, —O—, —S—, —Se—, or —NR 5 —, where R 3 , R 4 , and R 5  each independently represent a hydrogen atom, an aliphatic group, or an aromatic ring group and R 3  and R 4  may be bonded to each other to form a ring, A 1  and A 2  each independently represent a non-metal atomic group forming an aromatic ring or an aromatic heterocyclic ring, L 2 's each independently represent a methine chain consisting of one, two, or three methine groups, where L 2  does not have a substituent, R 6  and R 7  each independently represent a hydrogen atom or an aliphatic group, where R 6  and R 7  may be linked to each other to form a ring, and R 8  is represented by Formula A,
   —S A -T A   Formula A
 
 and wherein in Formula A, S A  represents a single bond, an alkylene group, an alkenylene group, an alkynylene group, —O—, —S—, —NR L1 —, —C(═O)—, —C(═O)O—, —C(═O)NR L1 , —S(═O) 2 —, —OR L2 —, or a group including a combination of at least two of these groups, where R L1 's each independently represent a hydrogen atom, a halogen atom, an alkyl group, an aryl group, or a monovalent heterocyclic group and R L2  represents an alkylene group, an arylene group, or a divalent heterocyclic group, and T A  represents a hydrogen atom, a halogen atom, an alkyl group, an aryl group, a monovalent heterocyclic group, a cyano group, a hydroxy group, a formyl group, a carboxy group, an amino group, a thiol group, a sulfo group, a phosphoryl group, a boryl group, a vinyl group, an ethynyl group, a trialkylsilyl group, or a trialkoxysilyl group. 
 
       
     
     
         6 . The coloring composition according to  claim 5 ,
 wherein A 1  and A 2  in Formula 4 each independently represent a non-metal atomic group forming a benzene ring or a naphthalene ring.   
     
     
         7 . The coloring composition according to  claim 1 ,
 wherein the medium is a liquid.   
     
     
         8 . The coloring composition according to  claim 1 ,
 wherein the medium is a liquid comprising water.   
     
     
         9 . The coloring composition according to  claim 1   wherein the medium comprises water and an organic solvent having a boiling point of 100° C. or higher.   
     
     
         10 . The coloring composition according to  claim 1 ,
 wherein the coloring composition is an ink.   
     
     
         11 . The coloring composition according to  claim 10 ,
 wherein the coloring composition is for ink jet recording.   
     
     
         12 . An ink jet recording method comprising:
 applying the coloring composition according to  claim 11  onto a substrate.   
     
     
         13 . An image recorded material comprising:
 a substrate; and   an infrared absorbing image which is a solidified product of the coloring composition according to  claim 10  and is disposed on the substrate.   
     
     
         14 . An image recorded material comprising:
 a substrate; and   an infrared absorbing image disposed on the substrate,   wherein the infrared absorbing image comprises a coloring agent compound represented by Formula 1,   a maximal absorption wavelength of the infrared absorbing image is in a range of 700 nm to 1,300 nm,   
       
         
           
           
               
               
           
         
         in Formula 1, L 1  represents a methine chain consisting of an odd number of methine groups, R 1  and R 2  each independently represent an unsubstituted aliphatic group or an unsubstituted aromatic group, T 1  and T 2  each independently represent a non-metal atomic group forming a 5-membered or 6-membered nitrogen-containing heterocyclic ring which may be fused, Cy is an anionic moiety, and X 1  represents an organic cation represented by Formula 2-1, Formula 2-2, or Formula 2-3, or an organic cation having a structure represented by Formula 2-4, and n represents a number required to neutralize charge, which is not 0, 
       
       
         
           
           
               
               
           
         
         
           in Formula 2-1, A 11  and A 12  each independently represent a nitrogen atom or a phosphorus atom, B 11 's each independently represent an unsubstituted divalent linking group, R 1a , R 1b , R 1c , R 1d , E 11 , and E 12  each independently represent an unsubstituted aliphatic group or an unsubstituted aromatic group, where R 1a , R 1b , R 1c , and R 1d  may be bonded to each other to form a ring, and m1 is an integer of 1 or more, 
           in Formula 2-2, A 21 , A 22 , and A 23  each independently represent a nitrogen atom or a phosphorus atom, B 21  and B 22  each independently represent a divalent linking group, R 2a  and R 2b  each independently represent an aliphatic group or an aromatic group, m2 is an integer of 0 or more, G 21  represents a non-metal atomic group forming an aromatic ring including A 21  in the ring, and G 22  represents a non-metal atomic group forming an aromatic ring including A 23  in the ring, 
           in Formula 2-3, A 31  and A 32  each independently represent a nitrogen atom or a phosphorus atom, B 31  represents a divalent linking group, R 1a  and R 3b  each independently represent an aliphatic group or an aromatic group, G 31  represents a non-metal atomic group forming an aromatic ring including A 31  in a ring, and G 32  represents a non-metal atomic group forming an aromatic ring including A 32  in the ring, and 
           in Formula 2-4, A 41 's each independently represent a nitrogen atom or a phosphorus atom, B 41 's each independently represent a single bond or a divalent linking group, R 4a , R 4b , and R 4c  each independently represent an aliphatic group or an aromatic group, E 41  and E 42  each independently represent a single bond or an aliphatic group, where one of R 4a , R 4b , and R 4c  may be bonded to E 41  or E 42  to form a ring, and m4 is an integer of 2 or more. 
         
       
     
     
         15 . A coloring agent compound represented by Formula 1, 
       
         
           
           
               
               
           
         
         wherein in Formula 1, L 1  represents a methine chain consisting of an odd number of methine groups, R 1  and R 2  each independently represent an unsubstituted aliphatic group or an unsubstituted aromatic group, T 1  and T 2  each independently represent a non-metal atomic group forming a 5-membered or 6-membered nitrogen-containing heterocyclic ring which may be fused, Cy is an anionic moiety, and X 1  represents an organic cation represented by Formula 2-1, Formula 2-2, or Formula 2-3, or an organic cation having a structure represented by Formula 2-4, and n represents a number required to neutralize charge, which is not 0, 
       
       
         
           
           
               
               
           
         
         
           in Formula 2-1, A 11  and A 12  each independently represent a nitrogen atom or a phosphorus atom, B 1 's each independently represent an unsubstituted divalent linking group, R 1c , R 1b , R 1c , R 1d , E 11 , and E 12  each independently represent an unsubstituted aliphatic group or an unsubstituted aromatic group, where R 1a , R 1b , R 1c , and R 1d  may be bonded to each other to form a ring, and m1 is an integer of 1 or more, 
           in Formula 2-2, A 21 , A 22 , and A 23  each independently represent a nitrogen atom or a phosphorus atom, B 21  and B 22  each independently represent a divalent linking group, R 2a  and R 2b  each independently represent an aliphatic group or an aromatic group, m2 is an integer of 0 or more, G 21  represents a non-metal atomic group forming an aromatic ring including A 21  in the ring, and G 22  represents a non-metal atomic group forming an aromatic ring including A 23  in the ring, 
           in Formula 2-3, A 31  and A 32  each independently represent a nitrogen atom or a phosphorus atom, B 31  represents a divalent linking group, R 3a  and R 3b  each independently represent an aliphatic group or an aromatic group, G 31  represents a non-metal atomic group forming an aromatic ring including A 31  in a ring, and G 32  represents a non-metal atomic group forming an aromatic ring including A 32  in the ring, and 
           in Formula 2-4, A 41 's each independently represent a nitrogen atom or a phosphorus atom, B 41 's each independently represent a single bond or a divalent linking group, R 4a , R 4b , and R 4c  each independently represent an aliphatic group or an aromatic group, E 41  and E 42  each independently represent a single bond or an aliphatic group, where one of R 4a , R 4b , and R 4c  may be bonded to E 41  or E 42  to form a ring, and m4 is an integer of 2 or more. 
         
       
     
     
         16 . The coloring agent compound according to  claim 15 ,
 wherein in Formula 2-1, Formula 2-2, and Formula 2-3, B 11 , B 21 , B 22 , and B 31  are each independently the divalent linking group having 2 to 8 carbon atoms.   
     
     
         17 . The coloring agent compound according to  claim 15 ,
 wherein in Formula 2-1, Formula 2-2, Formula 2-3, and Formula 2-4, A 11 , A 12 , A 21 , A 22 , A 23 , A 31 , A 32 , and A 41  are nitrogen atoms.   
     
     
         18 . The coloring agent compound according to  claim 15 ,
 wherein X 1  in Formula 1 represents the organic cation represented by Formula 2-1 or the organic cation having the structure represented by Formula 2-4.   
     
     
         19 . The coloring agent compound according to  claim 15 ,
 wherein Cy in Formula 1 is represented by Formula 4,   
       
         
           
           
               
               
           
         
         wherein in Formula 4, Y 1  and Y 2  each independently represent CR 3 R 4 —, —O—, —S—, —Se—, or —NR 5 —, where R 3 , R 4 , and R 5  each independently represent a hydrogen atom, an aliphatic group, or an aromatic ring group and R 3  and R 4  may be bonded to each other to form a ring, A 1  and A 2  each independently represent a non-metal atomic group forming an aromatic ring or an aromatic heterocyclic ring, L 2 's each independently represent a methine chain consisting of one, two, or three methine groups, where L 2  does not have a substituent, R 6  and R 7  each independently represent a hydrogen atom or an aliphatic group, where R 6  and R 7  may be linked to each other to form a ring, and R 8  is represented by Formula A,
   —S A -T A   Formula A
 
 and wherein in Formula A, S A  represents a single bond, an alkylene group, an alkenylene group, an alkynylene group, —O—, —S—, —NR L1 —, —C(═O)—, —C(═O)O—, —C(═O)NR L1 —, —S(═O) 2 —, —OR L2 —, or a group including a combination of at least two of these groups, where R L1 's each independently represent a hydrogen atom, a halogen atom, an alkyl group, an aryl group, or a monovalent heterocyclic group and R L2  represents an alkylene group, an arylene group, or a divalent heterocyclic group, and T A  represents a hydrogen atom, a halogen atom, an alkyl group, an aryl group, a monovalent heterocyclic group, a cyano group, a hydroxy group, a formyl group, a carboxy group, an amino group, a thiol group, a sulfo group, a phosphoryl group, a boryl group, a vinyl group, an ethynyl group, a trialkylsilyl group, or a trialkoxysilyl group. 
 
       
     
     
         20 . The coloring agent compound according to  claim 19 ,
 wherein A 1  and A 2  in Formula 4 each independently represent a non-metal atomic group forming a benzene ring or a naphthalene ring.

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